2D-Covalent Organic Frameworks with Interlayer Hydrogen Bonding Oriented through Designed Nonplanarity

Alahakoon, Sampath B.; Tan, Kui; Pandey, Haardik; Diwakara, Shashini D.; McCandless, Gregory T.; Grinffiel, Daniel I.; Durand-Silva, Alejandra; Thonhauser, Timo; Smaldone, Ronald A.

doi:10.1021/jacs.0c03409

Title: 2D-Covalent Organic Frameworks with Interlayer Hydrogen Bonding Oriented through Designed Nonplanarity

Journal Article · Sun Jul 05 00:00:00 EDT 2020 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.0c03409· OSTI ID:1643960

Alahakoon, Sampath B. ^[1];

^[1]; Pandey, Haardik ^[2]; Diwakara, Shashini D. ^[1]; McCandless, Gregory T. ^[1]; Grinffiel, Daniel I. ^[1];

^[1]; Thonhauser, Timo ^[2];

^[1]

Univ. of Texas at Dallas, Richardson, TX (United States)
Wake Forest University, Winston-Salem, NC (United States)

We report the synthesis and characterization of a new class of 2D-covalent organic frameworks, called COFamides, whose layers are held together by amide hydrogen bonds. To accomplish this, we have designed monomers with a nonplanar structure that arises from steric crowding, forcing the amide side groups out of plane with the COF sheets orienting the hydrogen bonds between the layers. Here, the presence of these hydrogen bonds provides significant structural stabilization as demonstrated by comparison to control structures that lack hydrogen bonding capability, resulting in lower surface area and crystallinity. We have characterized both azine and imine-linked versions of these COFs, named COFamide-1 and -2, respectively, for their surface areas, pore sizes, and crystallinity. In addition to these more conventional characterization methods, we also used variable temperature infrared spectroscopy methods and van der Waals density functional calculations to directly observe the presence of hydrogen bonding.

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Research Organization:: Wake Forest University, Winston-Salem, NC (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division

Grant/Contract Number:: SC0019902

OSTI ID:: 1643960

Journal Information:: Journal of the American Chemical Society, Vol. 142, Issue 30; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 25 works

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Title: 2D-Covalent Organic Frameworks with Interlayer Hydrogen Bonding Oriented through Designed Nonplanarity

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